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I think it's my timebender,
it's been on boards going back at least 5 years
if the DL10 was on my main board and not my small board it would win,
I have had the DL10 since 2001 or so

TAFM. It is bolted down now.

Boomerang Plus. It basically IS my board

Strangely enough, my old EHX small clone or stone. the purple one. I hardly ever use it but it's just so 80's/Nirvana I have to keep it.

I think the one I've owned the longest is the Fingerprint Tuff Teef built and painted for me for Secret Santa. Although it's not on the board right now, it might be coming back

The longest that has been on the board is most probably the Elements now. I can't even remember when I bought it, must have been about three or four years ago maybe?

I think my Micro POG is the longest running member. That or the RV-5. Can't really remember. What I know for sure though is that took the RV-5 off the board for a while. The Micro POG has always been there. Coming up to a good 10 years now I think.

Supercollider, eight years?

Tafm for probably 2/3 years now?
Had a fuck for longer but swapped for a mini if that counts

Hmmmm... probably either my Subdecay Baby Quasar or EQD Talons. I think the Baby Quasar predates the Talons, but only by a little...

The most longstanding pedal on my current board is a Boss PS-3.

What?

Upstate Analog Rangemaster clone, since early 2012. It's first in my chain, right after the tuner. I don't know how I went so long without one and I can't imagine not having it.

I've had the polychorus on my board for the best part of 10 years.

Mini has been around the longest on mine. Probably over 2 years. Everything else has been swapped out but the Mini always stays. Never tried a Fuck though...hmmm.

Ernie Ball volume pedal. it often has been the only pedal i use. i think i got it in 2001 (ish?). i've had to replace the string twice.